Staff Product Manager, Engagement

Calendly · Hybrid - San Francisco · Product

Posted 2026-08-24

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*This is a hybrid position located in the Bay Area; the expectation is to go into the San Francisco office 2 times per week.

Calendly is used by more than 20 million people to take the work out of scheduling.

We're becoming a multi-product platform, and getting users back to the value, across more of what we do, is now one of our most important growth opportunities. This role owns engagement: the surfaces and systems that bring users back daily, and the judgment to do it without ever wearing out their trust.

What you'll do

Build engagement as a system, not a pile of one-off campaigns: the ranking, the timing, the triggers that compound into a habit

Own the surfaces where Calendly shows users their next step, in-product and over email, and the craft of getting the right thing in front of the right person at the right moment

Build the habit of returning without ever making the product feel noisy

Ship fast and learn on real usage

What we're looking for

8-10+ years in product, including senior or staff-level engagement, growth, or lifecycle ownership

Experience using ML for ranking or personalization

You let a qualitative read of user needs guide where you experiment, rather than testing at random and hoping

You optimize for long-term growth and brand trust over small experimentation wins, and you can point to a time you passed on an easy lift because it would have cost trust

Driven and tasteful at once: you push hard on engagement and know exactly where the line is

You balance user and company goals rather than trading one for the other

The ability to work in our San Francisco office 2 times per week

Authorized to work lawfully in the United States of America, as Calendly does not engage in immigration sponsorship at this time

Tier 1 Salary Hiring Range

$237,305—$300,121 USD

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